Vacation rentals with a pool in Mathews County

Millionaire $ Views No Xtra Charge! Hot Tub! POOL!

Welcome to The Cottage at Misti Cove, where you can experience the epitome of relaxation and tranquility. Immerse yourself in the serene ambiance of our cottage, aptly named for its simplicity, which belies the luxurious amenities that await you. At The Cottage at Misti Cove, we understand that the essence of a fulfilling vacation lies in the delicate balance between embracing the simple life and indulging in modern comforts. Here, you will discover a haven that seamlessly blends these elements

Blue Heron WaterSide

Blue Heron Waterside awaits you...Private Hot Tub and Pool!Waterfront and Pier- Kayaks included! This retreat is set up with you in mind for a special get away.Relax.Enjoy being together plus space to have quiet time. Sunroom, spacious deck, private Pool, Hot tub and Pier create a waterfront living experience. Grab a book, go for a swim or lounge by the pool. Explore the water with a variety of Kayaks plus a Stand Up Paddle Board.Great location to fish and crab from the pier. Are you ready?

The Barn at Pond Point - Riverfront Home

The Barn at Pond Point is perfectly situated on the Piankatank River, a salt water arm of the Chesapeake Bay. It shares 19 acres of wooded and waterfront property with the owner's main home. A unique space, Barn was converted from a working horse barn into a residence in the 1980's. With a quarter mile of private, sand beach and a large pool (May-Sept), the Barn is an ideal space for time with family and friends, swimming, hunting for prehistoric shark's teeth, or simply enjoying the view.

Pool & Dock Access! Bohannon Cottage on the Bay

'Bohannon Fish House' | Bring Your Pet | Bright & Breezy Set along the quiet waters of Virginia’s Middle Peninsula, this family cottage offers an easygoing escape for fun-loving groups. Spend days crabbing off the dock, floating in the pool, or exploring the area, then gather on the deck for epic Chesapeake sunsets. With space to spread out and coastal calm in every direction, this Bohannon vacation rental is where shared moments meet true waterfront living. Come make the bay your backdrop!

Rooftop Chesapeake Bay Views! Waterfront Retreat

'Mobjack Crab Shack' | Community Dock & Pool Tucked along Virginia’s Middle Peninsula, this studio offers front-row seats to bay life. Sip coffee with water views, launch from the dock, or unwind on the rooftop deck with sweeping Chesapeake sunsets. With indoor-outdoor space to recharge, this pet-friendly Bohannon vacation rental is perfect for couples or solo guests craving coastal calm without the crowds. Let the tides set your schedule — this hidden gem is waiting!

Waterfront Farmhouse Retreat w/Pool Kayaks & Views

This peaceful riverfront retreat sleeps up to 8 guests with four bedrooms. Two bedrooms with full baths are on the first floor (king and queen). Upstairs are two more bedrooms with two twin beds and one full bed with a half bath. Enjoy the private pool (Memorial Day–Labor Day), fishing, crabbing, kayaking, and paddleboarding. Near Williamsburg attractions, Charity Point River House is perfect for family time and relaxing waterfront getaways.

The Cottage @ Captain Genes - Secluded Waterfront

Get away from the crowds! Private, secluded upscale waterfront cottage on ~5 acres; pool/hot tub feet from the back door (hot tub open year round). Waterview from most rooms. Direct Chesapeake Bay access on property via dock / kayak launch. ~15 mins to downtown. Fish/crab, kayak, screened porch views, relax by the pool, fire pit or hot tub with a drink. Bring your boat - marina ~4 mi away - put-in there & tie-up at our pier!

Waterfront Sunsets With Pickleball Court & Hot tub

Luxurious 9BR/7BA waterfront retreat for 20 near Gloucester. This stunning property features a private movie theatre, arcade, indoor swim spa, sauna, and a pickleball court. Enjoy waterfront access with a floating dock and kayaks. Perfect for large family gatherings or corporate retreats, offering unparalleled amenities and space for everyone to relax and connect in a serene setting.

Haddie James House - A Coastal Va AirBnB

Escape to the East River in Mathews County, Virginia in our cozy coastal cottage nestled in the back of our 3.5 acres of waterfront property. Haddie James House is a quick 15 minutes to downtown Mathews and 20 minutes to Gloucester Courthouse. Enjoy beautiful sunrises and sunsets.

Gulway

With exquisite sunset views over the Piankatank River, a long pier for fishing or boats with 4 4-foot or less draw, this delightful and relaxing property offers it all: pool, tennis court, and a long riverfront porch.